Aluminum Triflate—Catalyzed Adamantylation of N-Nucleophiles

Aluminum Triflate—Catalyzed Adamantylation of N-Nucleophiles

An efficient method is proposed for N-adamantylation of primary carboxamides and sulfonamides, ethyl carbamate, and 4-nitroaniline using the stoichiometric amount of 1-adamantanol in the presence of 5 mol% aluminum triflate in nitromethane. Similarities and differences between adamantylation of some...

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Veröffentlicht in:Proceedings 2019-03, Vol.9 (1), p.21
Hauptverfasser: Valery V. Konshin, Vitaly A. Shcherbinin, Ida A. Lupanova, Dzhamilya N. Konshina
Format: Artikel
Sprache:eng
Schlagworte:
1-adamantanol
adamantylation
aluminum triflate
Lewis acid
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Zusammenfassung:An efficient method is proposed for N-adamantylation of primary carboxamides and sulfonamides, ethyl carbamate, and 4-nitroaniline using the stoichiometric amount of 1-adamantanol in the presence of 5 mol% aluminum triflate in nitromethane. Similarities and differences between adamantylation of some azoles catalyzed by aluminum triflate in nitromethane and the reaction catalyzed by Brønsted acids were revealed.
ISSN:2504-3900
DOI:10.3390/ecsoc-22-05661